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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751148Generated: October 28, 2026

Toluene → HCID 20226495, compound

https://huagongshe.com/reaction/1751148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTriethylamineHCID 8471—
ReactantAcryloyl chlorideHCID 13140—
Reactant(1,1'-Biphenyl)-2-methanolHCID 76229—
SolventWaterHCID 962—
ProductHCID 20226495HCID 2022649579%

Reaction Steps

Into a 200 mL three-neck flask equipped with a stirrer, a thermometer, a cooling tube, and a calcium chloride tube, 20.0 g of ortho-phenylbenzyl alcohol, 100.0 g of anhydrous toluene, 13.2 g of triethylamine, and 7.8 mg of methoquinone were charged and cooled to 10° C. or less using an ice bath. Into the flask, 11.8 g of acryloyl chloride wad dropped for 30 minutes. The temperature was increased to room temperature and a reaction was caused to proceed for two hours. After the reaction, the reaction solution was poured into water and washed with a 5% NaOH aqueous solution and a saline solution, and the solvent was distilled off to obtain an orange liquid. The orange liquid was purified with a silica gel column to obtain 20.44 g of ortho-phenylbenzyl acrylate. The obtained ortho-phenylbenzyl acrylate was a colorless, transparent liquid at ordinary temperature and had a refractive index of 1.5776 and a viscosity of 27 mPa·s at 25° C. The measurement result of 1H-NMR is shown below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156931B2
Source datasetuspto-grants-2015_10
ORD IDord-a9300fe780ff40b99cebfbc0e7ecf0df
Source noteuspto-grants-2015_10